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Low-temperature redetermination of benzofurazan 1-oxide

In the six-membered ring of the low-temperature crystal structure of benzofurazan 1-oxide, C(6)H(4)N(2)O(2), the two C atoms adjacent to the N atoms are linked by a delocalized aromatic bond [1.402 (2) Å]; each is connected to its neighbour by a longer, more localized, bond [1.420 (2), 1.430 (2) Å]....

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Detalles Bibliográficos
Autor principal: Ng, Seik Weng
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969705/
https://www.ncbi.nlm.nih.gov/pubmed/21583137
http://dx.doi.org/10.1107/S1600536809017036
Descripción
Sumario:In the six-membered ring of the low-temperature crystal structure of benzofurazan 1-oxide, C(6)H(4)N(2)O(2), the two C atoms adjacent to the N atoms are linked by a delocalized aromatic bond [1.402 (2) Å]; each is connected to its neighbour by a longer, more localized, bond [1.420 (2), 1.430 (2) Å]. However, the next two bonds in the ring approximate double bonds [1.357 (2), 1.366 (2) Å]. As such, the six-membered ring is better described as a cyclo­hexa­diene system, in contrast to the description in the room-temperature structure reported by Britton & Olson (1979 ▶) [Acta Cryst. B35, 3076–3078].